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A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Hilton Hotels Hillside hotels

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your current months are November, 2026 and December, 2026.

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Our top choices for Hillside Hilton Hotels

A modern reception area with a check-in counter, seating, and a decorative wall.

A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.

A terrace with outdoor seating, a view of a control tower, and flags.

A restaurant with a central round table surrounded by chairs, a buffet counter with food and drinks, and a large window with a cityscape view.

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4.0 star property

O'Hare

8.6 out of 10, Excellent, (2,608 reviews)

8.6/10

Excellent

(2,608 reviews)

"Enjoyed our stay"

Cassandra L

The price is HK$1,466

HK$1,466

HK$1,721 total

includes taxes & fees

11 Dec - 12 Dec

Hilton Chicago O'Hare Airport

A multi-story building with a prominent entrance featuring a large archway and a sign.

A spacious lobby with a patterned carpet, seating area, and a fireplace.

A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.

2. Hilton Chicago

Hilton Chicago

4.0 star property

Downtown Chicago

8.6 out of 10, Excellent, (3,536 reviews)

8.6/10

Excellent

(3,536 reviews)

"Enjoyed my stay will book again!"

Jordan

The price is HK$1,060

HK$1,060

HK$1,490 total

includes taxes & fees

25 Nov - 26 Nov

Hilton Chicago

A large hotel with a central courtyard, a lake, and a bridge.

A golf course with a swimming pool, lounge area, and a pond.

A spacious, modern interior with large windows offering views of a golf course and a lake.

A room with a large window, a bed, and a sofa.

3. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property

Oak Brook

9.0 out of 10, Wonderful, (1,009 reviews)

9.0/10

Wonderful

(1,009 reviews)

"excelent , convenient location, nice pool , healthy breakfast options"

Thomas

The price is HK$829

HK$829

HK$1,050 total

includes taxes & fees

4 Dec - 5 Dec

Hilton Chicago/Oak Brook Hills Resort & Conference Center

A grand lobby with a staircase, ornate chandeliers, and a clock on the wall.

A grand lobby with ornate ceiling artwork, a bar area, and seating arrangements.

A grand lobby with ornate ceiling artwork, chandeliers, and a prominent 'P' emblem.

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

4. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property

Downtown Chicago

8.6 out of 10, Excellent, (2,733 reviews)

8.6/10

Excellent

(2,733 reviews)

"Beautiful hotel with wonderful staff!"

Christy

The price is HK$1,013

HK$1,013

HK$1,437 total

includes taxes & fees

24 Nov - 25 Nov

Palmer House a Hilton Hotel

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

5. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property

Downtown Chicago

9.0 out of 10, Wonderful, (5,063 reviews)

9.0/10

Wonderful

(5,063 reviews)

"Great place to stay"

Melissa

The price is HK$793

HK$793

HK$943 total

includes taxes & fees

7 Dec - 8 Dec

Hilton Chicago/Magnificent Mile Suites

A spacious hotel lobby with a central fountain, multiple seating areas, and a high ceiling with decorative woodwork.

A hotel room with a large window offering a view of the sea, a sitting area with a sofa and armchairs, a dining table with chairs, and a chandelier.

A grand lobby with a chandelier, a reception desk, and seating areas.

A coastal cityscape with a beach, high-rise buildings, and a clear sky.

6. The Drake

The Drake

4.0 star property

Downtown Chicago

9.0 out of 10, Wonderful, (1,665 reviews)

9.0/10

Wonderful

(1,665 reviews)

"Enjoyable stay"

Joseph

The price is HK$1,086

HK$1,086

HK$1,292 total

includes taxes & fees

25 Nov - 26 Nov

The Drake

A spacious indoor area with a high ceiling, large windows, and a central seating area with sofas and tables.

A spacious lobby with a large window, a central floral arrangement, and modern seating.

A modern lounge with a fireplace, comfortable seating, and large windows offering city views.

A rooftop bar with seating areas, large windows, and a city view.

7. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 star property

Downtown Chicago

9.0 out of 10, Wonderful, (1,162 reviews)

9.0/10

Wonderful

(1,162 reviews)

"Loved our stay, the staff were so helpful and nice!"

Charlotte

The price is HK$1,193

HK$1,193

HK$1,648 total

includes taxes & fees

25 Nov - 26 Nov

theWit Chicago, a Hilton Hotel

A bar area with wooden tables and chairs, a counter with a coffee machine, and shelves with bottles.

A spacious lobby with a high ceiling, large windows, and modern lighting fixtures.

A hotel entrance with a covered walkway, glass doors, and outdoor seating.

A grand ballroom with ornate chandeliers, elegant draped tables, and a luxurious carpet.

8. Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 star property

Rosemont

8.4 out of 10, Very good, (1,013 reviews)

8.4/10

Very good

(1,013 reviews)

"Nice stay"

Jossue

The price is HK$1,168

HK$1,168

HK$1,331 total

includes taxes & fees

25 Nov - 26 Nov

Hilton Rosemont Chicago O'Hare

An outdoor dining area with wicker chairs and tables, overhead lighting, and a view of the street.

A hotel with a brick facade, a modern glass building to the right, and a well-lit entrance.

A café interior with a menu board, wooden tables, chairs, and a brick wall.

A grand staircase with a wooden handrail and white balusters, leading to a landing with a piano and seating area.

9. Hilton Orrington / Evanston

Hilton Orrington / Evanston

4.0 star property

Downtown Evanston

8.6 out of 10, Excellent, (178 reviews)

8.6/10

Excellent

(178 reviews)

"We had a great stay at the Hilton Orrington Evanston! It’s an older hotel, but the location is fantastic, with great coffee and restaurants nearby. The staff was super friendly and even gave us a ride to the game! We really enjoyed our time here and would absolutely recommend it."

Michelle

The price is HK$1,030

HK$1,030

HK$1,179 total

includes taxes & fees

30 Nov - 1 Dec

Hilton Orrington / Evanston

A modern bar area with a long counter, multiple bar stools, and a variety of bottles on shelves.

A spacious restaurant with high ceilings, large windows, and a variety of seating arrangements including tables and chairs.

A spacious lobby with a reception desk, seating area, and a modern chandelier.

A spacious indoor area with a long table, multiple chairs, a sofa, and several gaming machines.

10. Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 star property

Oak Lawn

8.4 out of 10, Very good, (1,435 reviews)

8.4/10

Very good

(1,435 reviews)

"Great hotel!"

Robert

The price is HK$958

HK$958

HK$1,101 total

includes taxes & fees

16 Nov - 17 Nov

Hilton Chicago/Oak Lawn

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Top Hillside Hotel Reviews

A modern building with a colorful facade and a red circular seating area.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

citizenM Chicago Downtown

Downtown Chicago

8/10 Good

Good hotel

TAO

Reviewed February 7, 2024Reviewed February 7, 2024

citizenM Chicago Downtown

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

A hotel lobby with marble walls, a black and gold elevator, a staircase, and a framed sign.

Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

8/10 Good

Staff are nice and friendly, location is very convenient, breakfast is good (as per US standard), overall it was a great stay

joe

Reviewed October 11, 2023Reviewed October 11, 2023

Hampton Inn Majestic Chicago Theatre District

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A modern lounge area with seating, a bar, and large windows offering views.

A view from a window with a cityscape in the background, including modern buildings and a clear sky.

A modern interior with a long counter, glass partitions, and a brick wall backdrop.

Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

10/10 Excellent

Nice place to stay if you’re in the city for long. Most rooms have rest area and kitchenette, but then if you don’t need those you might find the room too crowded and wish for more empty space for walking and luggage. The neighborhood is pretty chic. Quick check in and out. The air conditioner was a bit noisy for sleep.

Selina

Reviewed December 5, 2025Reviewed December 5, 2025

Hyatt House Chicago/West Loop-Fulton Market

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Car hire in Budget 5120 East La Palma Ave Ste 102
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Hilton Hotels Hillside hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hillside Hilton Hotels

1. Hilton Chicago O'Hare Airport

2. Hilton Chicago

3. Hilton Chicago/Oak Brook Hills Resort & Conference Center

4. Palmer House a Hilton Hotel

5. Hilton Chicago/Magnificent Mile Suites

6. The Drake

7. theWit Chicago, a Hilton Hotel

8. Hilton Rosemont Chicago O'Hare

9. Hilton Orrington / Evanston

10. Hilton Chicago/Oak Lawn

Top Hillside Hotel Reviews

citizenM Chicago Downtown

8/10 Good

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